[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:14])OC)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1.O>C1(C)C=CC=CC=1.CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]([NH:15][CH2:16][C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[O:14])=[CH:8][CH:9]=1)([O-:3])=[O:2]11.77 g (0.06 mole) of methyl N-(4-nitrophenyl)carbamate, 5.4 g (0.05 mole) of 3-aminomethyl-pyridine, 18.7 g (0.065 mole) of Genamin SH 302 D (a mixture of N,N-dimethyl-C16-18 alkylamines sold by the firm Hoechst AG) and 200 ml of toluene are introduced into the apparatus described in Example 4, and the mixture is boiled for 4 hours. During this period 15 ml of a mixture of water, methanol and toluene accumulate in the trap. The separated solid is filtered off, washed twice with 10 ml of hot toluene, and the resulting mixture is used as reaction medium in the above reaction. The mother liquor is recycled 10 times. The results of the individual cycles are summarized in Table 1.
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